#164: Gary Lipsky- Who You Are Matters Most in Real Estate

“There’s going to be a time when what we are willing to pay matches what the seller is willing to accept so we’re going to stay true to our fundamentals.” -Gary Lipsky 


Today I am interviewing Gary Lipsky who is the President of Break of Day Capital which is a company that helps investors with passive investing for wealth and legacy building using the asset of multi-family properties that are underperforming in high growth markets. Gary, who has 20+ years of entrepreneurial experience in real estate is the host of the Real Estate Investor Podcast and has more than 3000 apartment units valued over$250 million. He has built various successful businesses over the years and is the best selling Author of a book titled Best of Class.  


Gary Lipsky: Since a kid had an entrepreneurial spirit. In college along with his roommate, started a restaurant delivery service in New York. After college he was working as a production assistant on film sets before deciding to make and co-produce a few independent films. Later on he got involved in another business running after school programs which he sold in 2016 to go into real estate full time. 




  • Who you are matters most

  • Being in it for the long haul 

  • The importance of giving back 

  • Gary’s background in working with underprivileged youth 

  • Putting a team together to create solutions 

  • Making mistakes along the way 

  • Moving up the ranks in responsibility 

  • Maintaining composure in the difficult field of real estate 

  • Quality over quantity 

  • How is the current recession affecting current deals 

  • Increases value adds 

  • Looking outside the box to create deals 

  • Converting office space into multi-family properties 

  • Understanding and anticipating cash flow 

  • How Gary made it in to  the American Apartments Owners Association 

  • Build in buffers in your underwriting

  • The importance of taking care of your staff and property managers 

  •  What does financial freedom bring you 

Listen now and find out how Gary found his Real Estate Breakthrough!


The Real Estate Breakthrough Show with Christina Suter is where we talk about the reality of real estate, the mindset you need and the tips and tricks to get you moving forward in investing. Join us every other week and learn everything you need to know to invest in real estate on Youtube, iTunes, Spotify, and more. You can watch Gary’s interview on Youtube here. 

Find out more about Gary here: 


Website BreakofDayCapital.com

LinkedIn Gary Lipsky 

Email Gary@breakofdaycapital.com